The Upjohn Co.

Paul F Wiley

Vincent P Marshall

David W Elrod

James M Koert

Ladislav J Hanka

David J Houser

Elizabeth A Reisender

Jian L Johnson

Alexander D Argoudelis

The invention concerns a novel nogamycin having a heretofore unknown configuration and novel analogs which are active against various microorganisms. The invention also includes novel methods of making substituted and unsubstituted nogamycin having an essentially pure isomeric form of a preferred configuration.

Nobamycin its analogs and process therefore

Novel and useful compounds are obtained by the degradation of antibiotics paulomycin A and paulomycin B. These novel compounds are useful as ultraviolet light filters in plastics, cloth, and the like.

Paulomycin derivatives

Novel and useful antibiotics designated 273a.sub.1.spsb..alpha. and 273a.sub.1.spsb..beta. can be produced in a fermentation using Streptomyces paulus, strain 273, NRRL 12251. These antibiotics are active against various Gram-positive bacteria. Also, these antibiotics are, advantageously, soluble in aqueous solutions.

Antibiotic 273.sub.a1

Novel regioselective acylates of the antibiotic nogalamycin and its dimethylamino-retaining analogs are prepared by a selective acylation procedure. The compounds of the invention have antibacterial activity, and, thus, can be used in various environments to control or eradicate susceptible bacteria.

Nogalamycin analog containing compounds

Photochemical process for preparing N-demethyl-derivatives of nogalamycin.

Photochemical process for preparing N-demethyl-derivatives of nogalamycin

New antibiotic U-53,946 produced by the controlled fermentation of the new microorganism Paecilomyces abruptus sp. nov., NRRL 11110. This antibiotic is active against Gram-positive bacteria, for example, Sarcina lutea, Staphylococcus aureus, Bacillus subtilis, Mycobacterium avium, and Streptococcus pyogenes, and the yeast Saccharomyces pastorianus. Accordingly, they can be used in various environments to eradicate or control these microorganisms.

Biologically pure culture of Paecilomyces abruptus

Antibiotics 10-dihydrosteffimycin (U-58,875), and 10-dihydrosteffimycin B (U-58,874) are produced by carbon 10 ketonic carbonyl reduction in fermentation processes using the known antibiotics steffimycin and steffimycin B, respectively, as starting materials. These novel antibiotics are active against various microorganisms, for example, Bacillus subtilis, Bacillus cereus, Sarcina lutea, Streptococcus pyogenes, and Mycobacterium avium. Thus, these antibiotics can be used to inhibit the growth of the above microorganisms in various environments.

Process for producing 10.dbd.dihydrosteffimycin and

Novel antibiotics, 7(R)-0-alkylnogalarols, prepared by acidic alcoholysis of nogalamycin of nogalarol, which are active against various microorganisms, for example, Bacillus subtilis, Streptococcus pyogenes, Sarcina lutea, Bacteroides fragilis, Clostridium perfringens, and Mycobacterium avium. Thus, they can be used to inhibit the growth of the above microorganisms in various environments. Further, the invention compounds possess unexpected superior activity against P388 leukemia infection in laboratory mice. Thus, the compounds of the invention can be used to treat laboratory mice infected with P388 leukemia.

Antibiotics 7(R)-O-alkylnogalarols

Dihydrosteffimycin compounds

Novel antibiotics, 7(S)--O--alkylnogarols, prepared by acidic alcoholysis of nogamycin, which are active against various microorganisms, for example, Bacillus subtilis, Streptococcus pyogenes, and Mycobacterium avium. Thus, they can be used to inhibit the growth of the above microorganisms in various environments.

Antibiotics 7(S)-O-alkylnogarols

New antiobiotic U-53,946 produced by the controlled fermentation of the new microorganism Paecilomyces abruptus sp. nov., NRRL 11110. This antibiotic is active against Gram-positive bacteria, for example, Sarcina lutea, Staphylococcus aureus, Bacillus subtilis, Mycobacterium avium, and Streptococcus pyrogenes, and the yeast Saccharomyces pastorianus. Accordingly, they can be used in various environments to eradicate or control these microorganisms.

Antibiotic U-53,946 and process for preparing the same

Bioconversion of the antibiotic steffimycinone to the antibiotic steffimycinol. Steffimycinol is active against various microorganisms, for example, Bacillus subtilis, Mycobacterium avium and Streptococcus pyogenes. Steffimycinol is converted to 7-deoxysteffimycinol by a microaerophilic Aeromonas hydrophila fermentation. 7-Deoxysteffimycinol is active against Sarcina lutea, Bacillus cereus, and B. subtilis. Thus, these antibiotics can be used to inhibit the growth of the above microorganisms in various environments.

Process for preparing 7-deoxysteffimycinol

Process for producing steffimycinol

Antibiotics steffimycinol and 7-deoxysteffimycinol produced by reduction of the antibiotic steffimycinone. Steffimycinol is active against various microorganisms, for example, Bacillus subtilis, Mycobacterium avium and Streptococcus pyogenes; 7-deoxysteffimycinol is active against Sarcina lutea, Bacillus cereus, and B. subtilis. Thus, these antibiotics can be used to inhibit the growth of the above microorganisms in various environments.

Antibiotics steffimycinol and 7-deoxysteffimycinol and process for

Novel antibiotics, 7-O-alkylnogarols, prepared by acidic alcoholysis of nogamycin, which are active against various microorganisms, for example, Bacillus subtilis and Lactobacillus casei. Thus, they can be used to inhibit the growth of the above microorganisms in various environments.

Growing community of inventors

Kalamazoo, MI, United States of America

Paul F Wiley